70870-02-9

Upstream product

• 109299-92-5 3-((E)-but-2-enoyl)oxazolidin-2-one 
• 100-52-7 benzaldehyde 
• 67-56-1 methanol 
• 873-67-6 benzonitrile oxide 
• 80-62-6 methacrylic acid methyl ester 
• 932-90-1 Benzaldoxime 
• 623-43-8 methyl crotonate 
• 698-16-8 benzohydroximoyl chloride 

Downstream Products

• 842954-77-2 5-methyl-3-phenyl-Δ²-isoxazoline-5-carboxylic acid 

Relevant academic research and scientific papers

Boronic acid catalysis for mild and selective [3+2] dipolar cycloadditions to unsaturated carboxylic acids

Herein, the concept of boronic acid catalysis (BAC) for the activation of unsaturated carboxylic acids is applied in several classic dipolar [3 + 2] cycloadditions involving azides, nitrile oxides, and nitrones as partners. These cycloadditions can be used to produce pharmaceutically interesting, small heterocyclic products, such as triazoles, isoxazoles, and isoxazolidines. These cycloadducts are formed directly and include a free carboxylic acid functionality that can be employed for fur-ther transformations, thereby avoiding prior masking or functionalization. In all cases, BAC provides faster reactions, under milder conditions, with much improved product yields and regioselectivities. In some instances, such as triazole formation from the reaction of azides with 2-alkynoic acids, catalysis with ort/io- nitrophenylboronic acid circumvents the undesirable product decarboxylation observed when using thermal activation. By using NMR spectroscopic studies, the boronic acid catalyst was shown to provide activation by a LUMO-lowering effect in the unsaturated carboxylic acid, likely via a monoacylated hemiboronic ester intermediate.

HETEROCYCLIC DERIVATIVES AS CELL ADHESION INHIBITORS

The present invention relates to certain heterocyclic derivatives of formula (I) , in particular isoxazoline and isothiazoline derivatives as cell adhesion inhibitors. The compounds of this invention can be useful, for inhibition and prevention of cell ad

Precipitons - Functional protecting groups to facilitate product separation: Applications in isoxazoline synthesis

Imagine - After a homogeneous reaction is complete, the chemist adds a catalyst or exposes the reaction mixture to soft UV light and pure product precipitates from the reaction mixture. This can be achieved with "precipitons" - Protecting groups that have controllable solubility states. The first advances towards that goal are described (see scheme).

Lanthanide triflate-catalyzed 1,3-dipolar cycloaddition reactions of polymer-supported nitrones with alkenes for the preparation of diverse 2- isoxazoline derivatives

1,3-Dipolar cycloaddition reactions of polymer-supported nitrones with alkenes proceeded smoothly in the presence of a catalytic amount of a lanthanide triflate to afford the corresponding 2-isoxazolines in high yields. Diverse 2-isoxazoline derivatives were prepared based on these solid- phase reactions.